1-(2-aminophenyl)-4-phenylbutane | 76691-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-aminophenyl)-4-phenylbutane
• 英文别名: 2-(4-Phenylbutyl)aniline
• CAS: 76691-98-0
• 化学式: C₁₆H₁₉N
• 分子量: 225.334
• InChiKey: RXTSOFYCAAEDQT-UHFFFAOYSA-N

物化性质

• 沸点：
  374.6±11.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-aminophenyl)-4-phenylbutane 在 sodium azide 、 硫酸 、 sodium nitrite 作用下， 生成 2-(4-苯基丁基)苯基叠氮化物
  参考文献：
  名称：

  Reactivities of Nitrenes Generated by Photolysis of 2-(.omega.-Phenylalkyl)phenyl Azides

  摘要：

  In order to investigate the reactivity of a photolytically generated arylnitrene with an intramolecular CH bond, the photochemistry of 2-(omega-phenylalkyl)phenyl azides (1a-d) was examined. Irradiation of 1 in solution revealed that the insertion of the nitrene into an adjacent CH bond to give cyclic compounds 4 and 5 occurs favorably only when a reactive CH bond, such as benzylic, is located close to the nitrenic center. This process can compete with the formation of products derived from triplet nitrene, but not with the capture of didehydroazepine by DEA. On the other hand, irradiation of 1b in an Ar matrix at 12 K gave a mixture of the CH insertion product 4b and the didehydroazepine 15. The origin of the difference in reactivity of the nitrene observed in solutions and in a matrix, and the spin state of the nitrene involved in the CH insertion reaction, are discussed.

  DOI：

  10.1021/jo00110a052
• 作为产物：
  描述：

  肉桂基氯 在 palladium on activated charcoal lithium methanolate 、 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 90.0 ℃ 、344.73 kPa 条件下， 反应 2.67h， 生成 1-(2-aminophenyl)-4-phenylbutane
  参考文献：
  名称：

  Phase-transfer-catalyzed Gomberg-Bachmann synthesis of unsymmetrical biarenes: a survey of catalysts and substrates

  摘要：

  DOI：

  10.1021/jo00183a021

文献信息

• IBUKI EIICHI; OZASA SHIGERU; FUJIOKA YASUHIRO; OKADA MOTOFUMI, YAKUGAKU DZASSI, YAKUGAKU ZASSNI, J. PHARM. SOS. JAR., 1980, 100, NO 7, 7+
  作者：IBUKI EIICHI、 OZASA SHIGERU、 FUJIOKA YASUHIRO、 OKADA MOTOFUMI

  DOI：——

  日期：——
• BEADLE, J. R.;KORZENIOWSKI, S. H.;ROSENBERG, D. E.;GARCIA-SLANGA, B. J.;G+, J. ORG. CHEM., 1984, 49, N 9, 1594-1603
  作者：BEADLE, J. R.、KORZENIOWSKI, S. H.、ROSENBERG, D. E.、GARCIA-SLANGA, B. J.、G+

  DOI：——

  日期：——
• Phase-transfer-catalyzed Gomberg-Bachmann synthesis of unsymmetrical biarenes: a survey of catalysts and substrates
  作者：James R. Beadle、Stephen H. Korzeniowski、David E. Rosenberg、Blanche J. Garcia-Slanga、George W. Gokel

  DOI：10.1021/jo00183a021

  日期：1984.5
• Reactivities of Nitrenes Generated by Photolysis of 2-(.omega.-Phenylalkyl)phenyl Azides
  作者：Shigeru Murata、Ryuichi Yoshidome、Youji Satoh、Noriyasu Kato、Hideo Tomioka

  DOI：10.1021/jo00110a052

  日期：1995.3

  In order to investigate the reactivity of a photolytically generated arylnitrene with an intramolecular CH bond, the photochemistry of 2-(omega-phenylalkyl)phenyl azides (1a-d) was examined. Irradiation of 1 in solution revealed that the insertion of the nitrene into an adjacent CH bond to give cyclic compounds 4 and 5 occurs favorably only when a reactive CH bond, such as benzylic, is located close to the nitrenic center. This process can compete with the formation of products derived from triplet nitrene, but not with the capture of didehydroazepine by DEA. On the other hand, irradiation of 1b in an Ar matrix at 12 K gave a mixture of the CH insertion product 4b and the didehydroazepine 15. The origin of the difference in reactivity of the nitrene observed in solutions and in a matrix, and the spin state of the nitrene involved in the CH insertion reaction, are discussed.